Ammonium Hydroxide → 3-Amino-5-chloropyridine-2-carboxamide

HRID 930449ノート

反応式

HRID 930449 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N+:10]([O-])=O)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[OH-].[NH4+].S(S([O-])=O)([O-])=[O:16].[Na+].[Na+]>O>[NH2:10][C:4]1[C:5]([C:8]([NH2:9])=[O:16])=[N:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

参加物

5

反応物 3

HCID 14923Ammonium HydroxideHCID 24489Sodium DithioniteHCID 2849095-Chloro-3-nitropyridine-2-carbonitrile

生成物 1

HCID 218200583-Amino-5-chloropyridine-2-carboxamide収率 58.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 5-chloro-2-cyano-3-nitropyridine (1.274 mL, 10.9 mmol) in water (22 mL) was added 28% aqueous ammonium hydroxide (3.94 mL, 28.3 mmol), and the reaction was stirred at RT for 20 minutes. Sodium hydrosulfite (2.68 mL, 32.7 mmol) was added, and the reaction mixture was stirred at RT for 70 minutes. The yellow precipitate was collected by vacuum filtration to provide the title compound (1.097 g, 6.39 mmol) as yellow solid. 1H-NMR (400 MHz, DMSO-d6): δ 7.88 (br. s, 1 H), δ 7.73 (s, 1 H), δ 7.39 (br. s, 1 H), δ 7.23 (s, 1 H), δ 7.06 (br. s, 2 H). LC/MS (ESI+) m/z=172 (M+H).

後処理

  1. stirringthe reaction mixture was stirred at RT for 70 minutes
  2. filtrationThe yellow precipitate was collected by vacuum filtration

出典と根拠

ORDレコード
ord-ae03bad918214f11848c93b169218381
出典データセット
uspto-grants-2016_03
特許番号
US09296734B2

反応ノート

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